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Volumn 62, Issue 1, 2009, Pages 69-74

Alkoxy isothiocyanates as intermediates in the flash vacuum pyrolysis of alkoxythioureas

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDES; AMINES; CHEMICAL REACTIONS; MASS SPECTROMETERS; MASS SPECTROMETRY; ORGANIC COMPOUNDS; PYROLYSIS; SPECTROMETERS; SPECTROMETRY; SPECTRUM ANALYSIS; VACUUM;

EID: 59049092425     PISSN: 00049425     EISSN: None     Source Type: Journal    
DOI: 10.1071/CH08406     Document Type: Article
Times cited : (7)

References (26)
  • 3
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    • (1967) Monatsh. Chem , vol.98 , pp. 431
    • Binder, H.1
  • 6
    • 59049102711 scopus 로고    scopus 로고
    • Attempts to prepare l-methyl-3-phenoxy thiourea from methyl isothiocyanate and phenoxyamine result in quantitative formation of elementary sulfur. The reaction of CS2 with methoxyamine also produces sulfur. Already Schiff noted in 1876 that the reaction between hydroxylamine and isothiocyanate yielded sulfur and cyanamides: R. Schiff, Ber. Dtsch. Chem. Ges. 1876, 9, 574. The formation of cyanamides via Pathway 3 formally corresponds to the loss of S, EtOH. The formation of EtOH is indicated in the presence of a band at 3655 cm-1 in the IR spectra of the pyrolysis products from compounds 2a and 2e. The OH frequency is reported for ETOH at 3656 cm-1: W. A. P. Luck, O. Schrems, J. Mol. Spectr. 1980, 60, 333. This is further supported by the presence of m/z 46 in the mass spectrum of 2a. A corresponding IR band is observed in 2b, 2e, and 2d at 3666 cm-1 correspon
    • -1: A. Serrallach, R. Meyer, H. H. Giinthard, J. Mol. Spectrosc. 1974, 52, 94. Bands corresponding to the O-C vibration are also observed; however, owing to the presence of unpyrolyzed starting materials, these bands cannot be unambiguously assigned to the alcohols.
  • 8
    • 0013049691 scopus 로고    scopus 로고
    • doi: 10.1016/S0009-2614(01)01180-0
    • (a) M. Wierzejewska, Z. Mielke, Chem. Phys. Lett. 2001, 349, 227. doi: 10.1016/S0009-2614(01)01180-0
    • (2001) Chem. Phys. Lett , vol.349 , pp. 227
    • Wierzejewska, M.1    Mielke, Z.2
  • 9
    • 36849100167 scopus 로고
    • doi:10.1063/1.1841178
    • (b) J. R. Durig, D. W. Wertz, J. Chem. Phys. 1967, 46, 3069. doi:10.1063/1.1841178
    • (1967) J. Chem. Phys , vol.46 , pp. 3069
    • Durig, J.R.1    Wertz, D.W.2
  • 10
    • 0004805126 scopus 로고
    • doi: 10.1021/JO00318A049
    • (a) C. Wentrup, H.-W. Winter, J. Org. Chem. 1981, 46, 1045. doi: 10.1021/JO00318A049
    • (1981) J. Org. Chem , vol.46 , pp. 1045
    • Wentrup, C.1    Winter, H.-W.2
  • 15
    • 0029946195 scopus 로고    scopus 로고
    • Pulsed pyrolysis was carried out in an apparatus similar to that described by: (a) G. G. Qiao, W. Meutermans, M. W. Wong, M. Träubel, C. Wentrup, J. Am. Chem. Soc. 1996, 118, 3852. doi:10.1021/JA954226R
    • Pulsed pyrolysis was carried out in an apparatus similar to that described by: (a) G. G. Qiao, W. Meutermans, M. W. Wong, M. Träubel, C. Wentrup, J. Am. Chem. Soc. 1996, 118, 3852. doi:10.1021/JA954226R
  • 18
    • 0000189651 scopus 로고
    • doi:10.1063/1.464913
    • (a)A.D. Becke, J. Chem. Phys. 1993, 98, 5648. doi:10.1063/1.464913
    • (1993) J. Chem. Phys , vol.98 , pp. 5648
    • Becke, A.D.1
  • 25
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    • L. Voltmer, Ber. Detsch. Chem. Ges. 1891, 24, 378. doi:10.1002/CBER.18910240174
    • (1891) Ber. Detsch. Chem. Ges , vol.24 , pp. 378
    • Voltmer, L.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.